Patent GB-832444-A (GB)
Title: Process for the dyeing of polyacrylonitrile
IPC: D06P1/66
Filed: 1958-02-07
Abstract: Amidoamines of the general formula <FORM:0832444/IV (b)/1> wherein X is an acyl radical of a carboxylic or sulphonic acid containing a straight or branched saturated or unsaturated chain of 10-18 carbon atoms which may be interrupted by a hetero atom, Y is a straight or branched alkylene radical containing 2-6 carbon atoms and R1 and R2 which may be the same or different, are straight or branched alkyl radicals containing 1-4 carbon atoms are prepared by reacting suitable carboxylic acids or sulphonic acid chlorides with diamines of the general formula <FORM:0832444/IV (b)/2> wherein Y, R1 and R2 have the meaning given above. Carboxylic acids from which the group X may be derived include lauric, myristic, palmitic, stearic and oleic acids, products derived from sarcosine and the above fatty acids and ether carboxylic acids containing the same number of carbon atoms. Sulphonic acids from which the group X may be derived may be prepared by sulphochlorization of hydrocarbons having an average of 15 carbon atoms and saponification of the products.  The products are employed as such, or in the form of water-soluble salts with e.g. hydrochloric acetic or formic acids or after quaternizing with e.g. benzyl chloride or chloracetic acid, in dyeing acrylonitrile (see Groups IV (a) and IV (c)).  Specific products prepared are 1-stearylamido-3-dimethylamino-propane acetate, the quaternary product obtainable from benzyl chloride or chloracetic acid and lauric acid-[N,N-dimethylamino]-propylamide and the quaternary chloride obtained by reacting benzyl chloride with an alkyl sulphamide of N,N-dimethylaminopropylamine in which the alkyl radicals are derived from paraffin hydrocarbons containing 10-18 carbon atoms.ALSO:A process for dyeing acrylonitrile with a basic or dispersed dyestuff comprises carrying out the dyeing in the presence of an amidoamine of the general formula <FORM:0832444/IV(c)/1> in which X is an acyl residue of a carboxylic or sulphonic acid containing a straight or branched, saturated or unsaturated, chain of 10-18 carbon atoms which may be interrupted by hetero atoms, Y is a straight or branched alkylene radical containing 2-6 carbon atoms and R1 and R2, which may be the same or different, are straight or branched alkyl radicals containing 1-4 carbon atoms, or a water-soluble salt or quaternized product thereof (see Group IV (b)). The polyacrylonitrile may be in the form of fibres, filaments or woven or knitted fabric.  Thus, polyacrylonitrile fabric may be dyed with the dyestuff of the formula <FORM:0832444/IV(c)/2> in dyebaths containing glacial acetic acid, sodium acetate and 1-stearylamido-3-dimethylamino - propane - acetate, the quaternary product obtainable from benzyl chloride or chloracetic acid and lauric acid-[N,N-dimethylamino]-propylamide or the quaternary chloride obtained by reacting benzyl chloride with an alkyl sulphamide of N,N-dimethylaminopropylamine in which the alkyl radicals are derived from paraffin hydrocarbons containing 10-18 carbon atoms.ALSO:A process for dyeing acrylonitrile with a basic or dispersed dyestuff comprises carrying out the dyeing in the presence of an amidoamine of the general formula <FORM:0832444/IV (a)/1> in which X is an acyl residue of a carboxylic or sulphonic acid containing a straight or branched saturated or unsaturated chain of 10-18 carbon atoms which may be interrupted by heteroatoms, Y is a straight or branched alkylene radical containing 2-6 carbon atoms and R1 and R2, which may be the same or different, are straight or branched alkyl radicals containing 1-4 carbon atoms on a water-soluble salt or quaternized product thereof (see Group IV (b)). Specific amido-amines mentioned include 1-stearyamido-3-dimethylaminopropane acetate, the quaternary product obtainable from benzyl chloride or chloracetic acid and lauric acid-(N1N-dimethylamino]-propylamide and the quaternary chloride obtained by reacting benzyl chloride with an alkyl sulphamide of N,N-dimethylamino propylamine in which the alkyl radicals are derived from paraffin hydrocarbons containing 10-18 carbon atoms.